Boron tribromide → HCID 87539282, compound

HRID 1444505Notes

Reaction equation

HRID 1444505 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:13][CH:14]2[C:23]3[C:18](=[C:19]([O:27]C)[C:20]([CH:24]([CH3:26])[CH3:25])=[CH:21][CH:22]=3)[C:17]([CH3:30])([CH3:29])[CH2:16][C:15]2([C:32]([F:35])([F:34])[F:33])[OH:31])=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[N:8]=[CH:7]2.B(Br)(Br)Br>ClCCl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:13][CH:14]2[C:15]([C:32]([F:33])([F:35])[F:34])([OH:31])[CH2:16][C:17]([CH3:30])([CH3:29])[C:18]3[C:19]([OH:27])=[C:20]([CH:24]([CH3:26])[CH3:25])[CH:21]=[CH:22][C:23]2=3)=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[N:8]=[CH:7]2

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 68678235HCID 68678235, compound

Product 1

HCID 87539282HCID 87539282, compoundYield 28.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

50 mg (0.102 mmol) of 1-(8-fluoro-2-methylquinazolin-5-ylamino)-6-isopropyl-5-methoxy-4,4-dimethyl-2-(trifluoromethyl)-1,2,3,4-tetrahydronaphthalen-2-ol is treated with BBr3 in dichloromethane as already described several times. After working-up and chromatography, 13.7 mg (28.2%) of the desired phenol is obtained.

Sources & evidence

ORD record
ord-cd4d67c4ec7d4607b9f3d98ad6af0fc6
Source dataset
uspto-grants-2010_02
Patent number
US07662821B2

Reaction notes

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